Base-promoted highly efficient synthesis of nitrile-substituted cyclopropanes via Michael-initiated ring closure

A convenient and efficient annulation reaction has been developed for the general synthesis of dinitrile-substituted cyclopropanes in moderate to excellent yields. A variety of 2-arylacetonitriles and alpha-bromoennitriles were compatible under the standard conditions. The reaction was achieved through tandem Michael-type addition followed by intramolecular cyclization. The preliminary application of this method was confirmed by the synthesis of the 2,4-dioxo-3-azabicyclo[3.1.0]hexane scaffold.

Automated summary

A convenient and efficient annulation reaction method has been developed for the synthesis of dinitrile-substituted cyclopropanes. The method exhibits broad substrate compatibility and high yields, achieved through tandem Michael-type addition and intramolecular cyclization.